| Identification | Back Directory | [Name]
SECO RAPAMYCIN SODIUM SALT | [CAS]
148554-65-8 | [Synonyms]
SECO RAPAMYCIN SODIUM SALT seco Rapamycin Sodium Salt, >85% By HPLC | [Molecular Formula]
C51H78NO13.Na | [MOL File]
148554-65-8.mol | [Molecular Weight]
936.161 |
| Chemical Properties | Back Directory | [Appearance]
Yellow Solid | [Melting point ]
120-122°C | [storage temp. ]
Amber Vial, -20°C Freezer, Under Inert Atmosphere | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
Pale Yellow to Yellow | [Stability:]
Light Sensitive |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Solid | [Uses]
A decomposition product of Rapamycin (R124000). | [Uses]
A metabolite of Sirolimus | [Description]
Rapamycin is a natural macrolide immunosuppressant that activates mTORC1. Seco Rapamycin (sodium salt) is a nonenzyme-dependent degradation product of rapamycin resulting from ester hydration followed by dehydration. It has less than 4% of the potency of rapamycin in a thymocyte proliferation assay. Rapamycin quickly degrades to two ring-opened products, including seco rapamycin, in the cytoplasm or in homogenates of Caco-2 cells. Like rapamycin, seco rapamycin is secreted from cells by P-glycoprotein and metabolized to a common dihydro species. While seco rapamycin poorly activates mTOR, it mimics rapamycin in its ability to inhibit the proteasome. | [References]
[1] C. P. WANG. High Performance Liquid Chromatographic Isolation, Spectroscopic Characterization, and Immunosuppressive Activities of Two Rapamycin Degradation Products[J]. Journal of Liquid Chromatography & Related Technologies, 1994, 17 1: 3383-3392. DOI: 10.1080/10826079408013519 [2] PAINE M, LEUNG L, LIM H, et al. Identification of a novel route of extraction of sirolimus in human small intestine: roles of metabolism and secretion.[J]. The Journal of Pharmacology and Experimental Therapeutics, 2002, 11 1: 0. DOI: 10.1124/jpet.301.1.174 [3] MARY F PAINE Paul B W Louis Y Leung. New insights into drug absorption: studies with sirolimus.[J]. Therapeutic Drug Monitoring, 2004, 26 5: 463-467. DOI: 10.1097/00007691-200410000-00001 [4] PAWEL A OSMULSKI M G. Rapamycin allosterically inhibits the proteasome.[J]. Molecular Pharmacology, 2013, 84 1: 104-113. DOI: 10.1124/mol.112.083873 |
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Musechem
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+1-800-259-7612 |
| Website: |
www.musechem.com |
| Company Name: |
Energy Chemical
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021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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